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Cookstown Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Cookstown vacation rentals

Sauna

1. Cottage Retreat, Sauna, campfire, full disconnect

Cottage Retreat, Sauna, campfire, full disconnect
Bradford West Gwillimbury
The price is AED 635
AED 1,365 total
includes taxes & fees
23 Aug - 24 Aug
Cottage Retreat, Sauna, campfire, full disconnect
Interior

2. Clean & Cozy Home Near Downtown

Clean & Cozy Home Near Downtown
New Tecumseth
8.4 out of 10, Very Good, (6 reviews)
"Very cozy stay for a weekend hockey tournament."
Canada
Suzanne
The price is AED 369
AED 801 total
includes taxes & fees
26 Aug - 27 Aug
Clean & Cozy Home Near Downtown
Coffee/tea maker, fridge, microwave, oven

3. Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.6 out of 10, Exceptional, (19 reviews)
"Nice and clean place . "
Canada
zeshan r.
The price is AED 3,107
AED 6,051 total
includes taxes & fees
13 Aug - 14 Aug
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Living area

4. Warm & Cozy 3BR Retreat!

Warm & Cozy 3BR Retreat!
Bradford West Gwillimbury
10.0 out of 10, Exceptional, (1 review)
"Clean. As described. Perfect for what we needed.There were people outside at neighboring houses in the evening (not loud just enjoying the evening). You could not hear them inside.Know that there is one set of steps to get to the main floor and another set of steps to get to the bedroom level. Great for most people but it would be hard for some.We would stay again."
United States
Erica L.
The price is AED 580
AED 1,090 total
includes taxes & fees
16 Aug - 17 Aug
Warm & Cozy 3BR Retreat!
Living area

5. Family/Group: Cozy 3BR Entire Home

Family/Group: Cozy 3BR Entire Home
Bradford West Gwillimbury
The price is AED 403
AED 861 total
includes taxes & fees
16 Aug - 17 Aug
Family/Group: Cozy 3BR Entire Home
Smart TV

6. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
8.0 out of 10, Very Good, (2 reviews)
"The host is so awesome! They sent me a professional booklet before my stay. All questions answered promptly. I would recommend them again and again!!!"
Canada
Ashna
The price is AED 856
AED 1,105 total
includes taxes & fees
18 Aug - 19 Aug
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
TV

7. Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful

Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Bond head
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful home and the host was very accommodating. One of the best places to stay in the area."
United States
A A.
The price is AED 419
AED 747 total
includes taxes & fees
26 Aug - 27 Aug
Brand New Luxury Modern Above Ground Suite Bond Head Retreat/Peaceful
Exterior detail

8. Utopia villa and spa

Utopia villa and spa
Innisfil
10.0 out of 10, Exceptional, (11 reviews)
"The hosts were very accommodating and communication was good. The outside of the property is VERY deceiving but once inside it is beautiful and very cozy."
Canada
Krista K.
The price is AED 836
AED 1,932 total
includes taxes & fees
8 Sep - 9 Sep
Utopia villa and spa
Beach

9. Brand New! Luxury Retreat!

Brand New! Luxury Retreat!
Barrie
10.0 out of 10, Exceptional, (8 reviews)
"It was an excellent place to stay, Hosts are nice and even give us some welcome gifts"
Canada
bob g.
The price is AED 946
AED 1,730 total
includes taxes & fees
13 Aug - 14 Aug
Brand New! Luxury Retreat!
Coffee/tea maker, fridge, microwave, oven

10. West Oak @ Barrie H&ME Tech Build

West Oak @ Barrie H&ME Tech Build
Barrie
The price is AED 1,154
AED 2,308 total
includes taxes & fees
9 Sep - 10 Sep
West Oak @ Barrie H&ME Tech Build
Dining

11. The Mansion, Wasaga beach, Blue mountain

The Mansion, Wasaga beach, Blue mountain
Utopia
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful view fun experience"
Canada
Anonymous traveler
The price is AED 3,443
AED 5,808 total
includes taxes & fees
17 Aug - 18 Aug
The Mansion, Wasaga beach, Blue mountain
Interior

12. Stylish 4BR Getaway. Family Friendly. Mins to Hwy

Stylish 4BR Getaway. Family Friendly. Mins to Hwy
Barrie
7.2 out of 10, Good, (7 reviews)
"Very clean, tidy and quiet."
Canada
nyl
The price is AED 1,111
AED 2,018 total
includes taxes & fees
16 Aug - 17 Aug
Stylish 4BR Getaway. Family Friendly. Mins to Hwy
Interior

13. Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views

Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views
Georgina
9.8 out of 10, Exceptional, (50 reviews)
"Fabulous location right on the lake with excellent backyard set-up"
Canada
Dwight C.
The price is AED 2,247
AED 4,525 total
includes taxes & fees
7 Sep - 8 Sep
Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views
Terrace/patio

14. Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore

Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore
Georgina
10.0 out of 10, Exceptional, (12 reviews)
"The property is perfect! We love it and we will come back to it soon!"
Canada
farah b.
The price is AED 2,883
AED 5,333 total
includes taxes & fees
7 Sep - 8 Sep
Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore
Interior

15. Cozy house at south end Barrie

Cozy house at south end Barrie
Painswick
10.0 out of 10, Exceptional, (11 reviews)
"Excellent, clean property with all the necessary amenities. "
Canada
John
The price is AED 472
AED 1,120 total
includes taxes & fees
17 Aug - 18 Aug
Cozy house at south end Barrie
Terrace/patio

16. Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Painswick
9.0 out of 10, Wonderful, (20 reviews)
"Was great!"
Canada
Patrick K.
The price is AED 340
AED 915 total
includes taxes & fees
26 Aug - 27 Aug
Modern 4 Bedroom Townhouse in Barrie South
TV, fireplace

17. The Chieftain Suite

The Chieftain Suite
Barrie
9.4 out of 10, Exceptional, (16 reviews)
"Just a great stay, backyard for the dog, parking on driveway, close to everything I needed, was just in town for Lasik. 10/10 would stay again"
Canada
Francis
The price is AED 290
AED 560 total
includes taxes & fees
9 Sep - 10 Sep
The Chieftain Suite
Private kitchen

18. The Allandale Residence

The Allandale Residence
Barrie
9.8 out of 10, Exceptional, (14 reviews)
"Very nice place"
Canada
Melissa
The price is AED 411
AED 1,042 total
includes taxes & fees
7 Sep - 8 Sep
The Allandale Residence
Coffee/tea maker, fridge, microwave, oven

19. New, Clean and Comfortable Apartment with Private Entrance.

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
9.0 out of 10, Wonderful, (11 reviews)
"Clean apartment, spacious, nice neighbourhood"
Canada
Peter v.
The price is AED 379
AED 602 total
includes taxes & fees
16 Aug - 17 Aug
New, Clean and Comfortable Apartment with Private Entrance.
Exterior detail

20. The Luxe Haven

The Luxe Haven
East Gwillimbury
The price is AED 322
AED 1,096 total
includes taxes & fees
2 Sep - 3 Sep
The Luxe Haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cookstown Hotel Reviews

Travelodge by Wyndham Barrie

Travelodge by Wyndham Barrie

10/10 Excellent
"More choice"
Dominique 1-night trip
Posted 5 hours ago
Travelodge by Wyndham Barrie

Frequently asked questions

Are there vacation rentals in Cookstown?

Yes, you can find vacation rentals near the most popular attractions in Cookstown, or you can select a more remote option if you're looking for a relaxing stay. Cookstown is known for its golf courses and shopping.

What's the top vacation rental that Cookstown has to offer?

The Mansion, Wasaga beach, Blue mountain: Located near Cookstown, this vacation home rental is located next to a golf course and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and an arcade game room so you can immerse yourself in your vacation.

What’s there to see and do in Cookstown?

Explore the area and family-friendly sights such as Splashon Water Park Barrie, or get out into nature at a spot like Holland Marsh. Tanger Outlets and Innisfil Creek Golf Course are other places to visit while you're in town.

What’s a vacation rental in Cookstown like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Cookstown. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.